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Statements

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dbr:Cycloalkane
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dbr:Prelog_strain
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Prelog strain Prelog-Spannung Трансанелярна напруженість
rdfs:comment
Unter der Prelog-Spannung, auch als transannulare Wechselwirkung(en) bezeichnet, versteht man die Wechselwirkung zweier nicht benachbarter (transannularer) Wasserstoffkerne in mittleren Cycloalkanringen (7–14-Ring). In solchen Ringsystemen kann eine abstoßende Wechselwirkung zwischen zwei axialen Wasserstoffkernen auftreten. Dies führt zu einer schwachen Änderung der Konformation des Rings, wobei durch Winkeldeformation die Ringspannung erhöht wird. Auch die 1,3-diaxiale Wechselwirkung in Cyclohexanringen wird als Prelog-Spannung bezeichnet. In organic chemistry, transannular strain (also called Prelog strain after chemist Vladimir Prelog) is the unfavorable interactions of ring substituents on non-adjacent carbons. These interactions, called transannular interactions, arise from a lack of space in the interior of the ring, which forces substituents into conflict with one another. In medium-sized cycloalkanes, which have between 8 and 11 carbons constituting the ring, transannular strain can be a major source of the overall strain, especially in some conformations, to which there is also contribution from large-angle strain and Pitzer strain. In larger rings, transannular strain drops off until the ring is sufficiently large that it can adopt conformations devoid of any negative interactions. Трансанелярна напруженість (рос. трансаннулярное напряжение, англ. transannular strain) — напруженість у середнiх за величиною циклах, викликана відштовхувальними взаємодіями між замісниками чи атомами Н, приєднаними до несусідніх атомів, через простiр у замiщених циклiчних сполуках, змушуючи замicники розташовуватись у певних вигiдних конформацiях, в яких напруженість стає мiнiмальною.
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transannular strain
dbo:abstract
Unter der Prelog-Spannung, auch als transannulare Wechselwirkung(en) bezeichnet, versteht man die Wechselwirkung zweier nicht benachbarter (transannularer) Wasserstoffkerne in mittleren Cycloalkanringen (7–14-Ring). In solchen Ringsystemen kann eine abstoßende Wechselwirkung zwischen zwei axialen Wasserstoffkernen auftreten. Dies führt zu einer schwachen Änderung der Konformation des Rings, wobei durch Winkeldeformation die Ringspannung erhöht wird. Auch die 1,3-diaxiale Wechselwirkung in Cyclohexanringen wird als Prelog-Spannung bezeichnet. Sie ist benannt nach dem Schweizer Nobelpreisträger Vladimir Prelog, der sie erforschte. Трансанелярна напруженість (рос. трансаннулярное напряжение, англ. transannular strain) — напруженість у середнiх за величиною циклах, викликана відштовхувальними взаємодіями між замісниками чи атомами Н, приєднаними до несусідніх атомів, через простiр у замiщених циклiчних сполуках, змушуючи замicники розташовуватись у певних вигiдних конформацiях, в яких напруженість стає мiнiмальною. In organic chemistry, transannular strain (also called Prelog strain after chemist Vladimir Prelog) is the unfavorable interactions of ring substituents on non-adjacent carbons. These interactions, called transannular interactions, arise from a lack of space in the interior of the ring, which forces substituents into conflict with one another. In medium-sized cycloalkanes, which have between 8 and 11 carbons constituting the ring, transannular strain can be a major source of the overall strain, especially in some conformations, to which there is also contribution from large-angle strain and Pitzer strain. In larger rings, transannular strain drops off until the ring is sufficiently large that it can adopt conformations devoid of any negative interactions. Transannular strain can also be demonstrated in other cyclo-organic molecules, such as lactones, lactams, ethers, cycloalkenes, and cycloalkynes. These compounds are not without significance, since they are particularly useful in the study of transannular strain. Furthermore, transannular interactions are not relegated to only conflicts between hydrogen atoms, but can also arise from larger, more complicated substituents interacting across a ring.
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